(2S)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 4713
• Molecular Formular: C11H11NO3
• Molecular Mass: 205.20994
• Monoisotopic Mass: 205.07389322
• SMILES: [nH]1cc(c2ccccc12)C[C@@H](C(=O)O)O
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cccc2)O
• InChI: InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m0/s1
• InChIKey: XGILAAMKEQUXLS-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid
• Synonyms: 3-(INDOL-3-YL) LACTATE

Database IDs

• PubChem SID: 99443531; 160968145
• PubChem CID: 676157

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.141373
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.09106052
• LogD (pH = 7.4): -1.7892182
• Log P: 1.2832588
• Molar Refractivity: 54.5453 cm^3
• Polarizability: 22.178171 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.33
• LOG S: -1.99
• Solubility (Water): 2.12e+00 g/l

DETAILS

DrugBank - DB07060

Drug information: experimental